How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$205 CHEAP FLIGHTS from Hawaii to Chicago

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheap Flights from Hawaii to Chicago

Cheap flights from Hawaii to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

Thu, Jan 28 - Wed, Feb 3

12:50 pm - 1:15 pmHNL Honolulu-ORD Chicago O'Hare Intl

20h 25m1 stop San Diego

2:11 pm - 10:08 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 57m1 stop Portland

$410Multiple Airlines

Thu, Nov 12 - Mon, Nov 16

8:25 am - 11:49 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 24m1 stop San Diego

7:57 pm - 12:28 pmORD Chicago O'Hare Intl-HNL Honolulu

20h 31m1 stop San Diego

$410Multiple Airlines

Mon, Dec 7 - Tue, Dec 15

2:53 pm - 6:05 amLIH Lihue-ORD Chicago O'Hare Intl

11h 12m1 stop Los Angeles

5:30 am - 1:22 pmORD Chicago O'Hare Intl-LIH Lihue

11h 52m1 stop Los Angeles

$424American Airlines

Mon, Dec 21 - Mon, Jan 4

2:06 pm - 5:44 amLIH Lihue-ORD Chicago O'Hare Intl

11h 38m1 stop Los Angeles

8:05 am - 6:42 pmORD Chicago O'Hare Intl-LIH Lihue

14h 37m1 stop Phoenix Sky Harbor Intl

$424American Airlines

Fri, Oct 30 - Tue, Nov 3

12:46 pm - 5:04 amLIH Lihue-ORD Chicago O'Hare Intl

11h 18m1 stop San Francisco

7:00 am - 4:55 pmORD Chicago O'Hare Intl-LIH Lihue

13h 55m1 stop Denver Intl

$424United Airlines

Sun, Nov 1 - Thu, Nov 5

2:03 pm - 5:20 amLIH Lihue-ORD Chicago O'Hare Intl

11h 17m1 stop Los Angeles

2:30 pm - 10:30 pmORD Chicago O'Hare Intl-LIH Lihue

12h 00m1 stop San Francisco

$424United Airlines

Fri, Oct 30 - Tue, Nov 3

9:53 pm - 2:00 pmLIH Lihue-ORD Chicago O'Hare Intl

11h 07m1 stop Seattle/Tacoma Intl

7:35 am - 8:14 pmORD Chicago O'Hare Intl-LIH Lihue

16h 39m2 stops Salt Lake City Seattle/Tacoma Intl

$430Delta

Tue, Nov 3 - Sat, Nov 7

10:51 pm - 1:30 pmLIH Lihue-ORD Chicago O'Hare Intl

10h 39m1 stop Seattle/Tacoma Intl

7:35 am - 8:14 pmORD Chicago O'Hare Intl-LIH Lihue

16h 39m2 stops Salt Lake City Seattle/Tacoma Intl

$430Delta

Sat, Oct 31 - Tue, Nov 3

12:15 pm - 5:05 amLIH Lihue-MDW Chicago Midway

11h 50m1 stop Oakland

5:50 am - 4:15 pmMDW Chicago Midway-LIH Lihue

14h 25m2 stops Las Vegas Harry Reid Intl Oakland

$480Southwest

Fri, Oct 30 - Tue, Nov 3

12:15 pm - 5:55 amLIH Lihue-MDW Chicago Midway

12h 40m1 stop Oakland

5:50 am - 1:15 pmMDW Chicago Midway-LIH Lihue

11h 25m1 stop Las Vegas Harry Reid Intl

$494Southwest

Thu, Oct 22 - Fri, Oct 23

8:15 am - 1:00 amHNL Honolulu-MDW Chicago Midway

11h 45m2 stops San Jose Las Vegas Harry Reid Intl

9:50 am - 4:25 pmMDW Chicago Midway-HNL Honolulu

11h 35m1 stop San Jose

$596Southwest

Thu, Oct 22 - Mon, Oct 26

9:00 pm - 11:55 amHNL Honolulu-MDW Chicago Midway

9h 55m1 stop Las Vegas Harry Reid Intl

5:25 am - 12:40 pmMDW Chicago Midway-HNL Honolulu

12h 15m1 stop San Diego

$610Southwest

Thu, Oct 22 - Thu, Oct 29

7:13 am - 11:59 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 46m1 stop San Diego

7:20 am - 2:20 pmORD Chicago O'Hare Intl-HNL Honolulu

12h 00m1 stop San Diego

$620Multiple Airlines

Thu, Oct 22 - Mon, Oct 26

7:13 am - 11:59 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 46m1 stop San Diego

7:49 pm - 12:03 pmORD Chicago O'Hare Intl-HNL Honolulu

21h 14m1 stop San Diego

$620Multiple Airlines

Thu, Oct 22 - Mon, Oct 26

1:05 pm - 5:15 amLIH Lihue-ORD Chicago O'Hare Intl

11h 10m1 stop Los Angeles

12:42 pm - 9:30 pmORD Chicago O'Hare Intl-LIH Lihue

13h 48m1 stop San Francisco

$654United Airlines

Thu, Oct 22 - Mon, Oct 26

11:00 pm - 7:30 pmLIH Lihue-ORD Chicago O'Hare Intl

15h 30m2 stops San Francisco Denver Intl

12:42 pm - 9:30 pmORD Chicago O'Hare Intl-LIH Lihue

13h 48m1 stop San Francisco

$660United Airlines

Thu, Oct 22 - Mon, Oct 26

9:53 pm - 4:09 pmHNL Honolulu-ORD Chicago O'Hare Intl

13h 16m1 stop Phoenix Sky Harbor Intl

10:00 am - 2:06 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 06mnonstop

$660American Airlines

Thu, Oct 22 - Mon, Oct 26

9:53 pm - 4:09 pmHNL Honolulu-ORD Chicago O'Hare Intl

13h 16m1 stop Phoenix Sky Harbor Intl

6:00 am - 2:34 pmORD Chicago O'Hare Intl-HNL Honolulu

13h 34m1 stop Dallas/Fort Worth

$670American Airlines

Thu, Oct 22 - Sun, Oct 25

12:36 pm - 1:25 pmOGG Kahului-ORD Chicago O'Hare Intl

19h 49m1 stop San Diego

7:49 pm - 2:13 pmORD Chicago O'Hare Intl-OGG Kahului

23h 24m1 stop San Diego

$670Alaska Airlines

Wed, Oct 21 - Fri, Oct 23

3:30 pm - 10:03 amHNL Honolulu-MDW Chicago Midway

13h 33m1 stop Atlanta Hartsfield-Jackson

6:04 am - 1:36 pmMDW Chicago Midway-HNL Honolulu

12h 32m1 stop Atlanta Hartsfield-Jackson

$670Delta

Low season	January
High season	November
Cheapest flight	$205

Best time to beat the crowds with an average 32% drop in price.

Most popular time to fly with an average 5% increase in price.

Flight from Honolulu to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Hawaii to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hawaii to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.